| ELECTRICAL TRAINING ALLIANCE | Bowie | J22Z Employment | $43.4M | 8 |
| CONNECTICUT LIFE AND HEALTH INSURANCE GUARANTY ASSOCIATION | New Market | E81Z Health Care | $43.4M | 0 |
| WEST COAST NEONATOLOGY INC | Baltimore | — | $43.2M | 18 |
| ST ANDREW'S EPISCOPAL SCHOOL INC | Potomac | — | $43.1M | 7 |
| BROADMEAD INC | Cockeysville | P750 Human Services | $43M | 13 |
| POINT BREEZE CREDIT UNION | Hunt Valley | — | $42.8M | 22 |
| THE KEITH CAMPBELL FOUNDATION FOR THE ENVIRONMENT INC | Bethesda | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $41.9M | 1 |
| MANAGEMENT LEADERSHIP FOR TOMORROW | Bethesda | B60Z Education | $41.9M | 12 |
| BALTIMORE SYMPHONY ORCHESTRA INC | Baltimore | A690 Arts, Culture & Humanities | $41.7M | 11 |
| THE BRYN MAWR SCHOOL FOR GIRLS OF BALTIMORE CITY INC | Baltimore | B200 Education | $41.6M | 7 |
| KESWICK MULTI-CARE CENTER INC | Baltimore | — | $41M | 8 |
| NATIONAL CENTER ON INSTITUTIONS AND ALTERNATIVES INC | Baltimore | — | $40.6M | 6 |
| American Physiological Society | Rockville | F030 Mental Health & Crisis Intervention | $40.5M | 15 |
| PRINCE GEORGE'S COUNTY MEMORIAL LIBRARY SYSTEM | Largo | B700 Education | $40.2M | 5 |
| ARUNDEL COMMUNITY DEVELOPMENT SERVICES INC | Annapolis | L21Z Housing & Shelter | $39.9M | 7 |
| AFRICAN POPULATION & HEALTH RESEARCH CENTER INC | Rockville | V35 Social Science | $39.5M | 20 |
| CHARLES E SMITH JEWISH DAY SCHOOL OF GREATER WASHINGTON INC | Rockville | B200 Education | $39.3M | 7 |
| DIANA DAVIS SPENCER FOUNDATION INC | Bethesda | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $39M | 8 |
| ASHLEY INC | Havre De Grace | F220 Mental Health & Crisis Intervention | $38.9M | 10 |
| KESWICK FOUNDATION INC | Baltimore | E110 Health Care | $38.8M | 2 |
| AMERICAN NURSES ASSOCIATION INC | Silver Spring | — | $38.6M | 22 |
| INGLESIDE PRESBYTERIAN RETIREMENT COMMUNITY INC | Rockville | P750 Human Services | $38.6M | 11 |
| THE ARC MONTGOMERY COUNTY INC | Rockville | — | $38.5M | 5 |
| CHIMES METRO INC | Baltimore | P700 Human Services | $38.4M | 6 |
| FRIENDS SCHOOL OF BALTIMORE INC | Baltimore | B200 Education | $38.4M | 6 |
| HOMEWOOD LIVING PLUM CREEK INC | Williamsport | P750 Human Services | $38.3M | 9 |
| CARROLL LUTHERAN VILLAGE INC | Westminster | P750 Human Services | $38.2M | 8 |
| UNIVERSITY OF MARYLAND DIAGNOSTIC IMAGING SPECIALISTS PA | Baltimore | — | $38M | 57 |
| CHEVY CHASE CLUB INC | Chevy Case | — | $37.9M | 8 |
| FAMILY SERVICES INC | Baltimore | P400 Human Services | $37.8M | 9 |
| MARYLAND FAMILY NETWORK INC | Baltimore | P40B Human Services | $37.7M | 5 |
| TIME ORGANIZATION INC | Baltimore | I21 Crime & Legal-Related | $37.6M | 6 |
| Rochambeau the French International School of Washington | Bethesda | — | $37.5M | 7 |
| Greater Baden Medical Services Inc | Brandywine | E20Z Health Care | $37.1M | 9 |
| UNIVERSITY OF MARYLAND PEDIATRIC ASSOCIATES PA | Baltimore | G98Z Diseases, Disorders & Medical Disciplines | $36.7M | 7 |
| THE FOUNDATION FIGHTING BLINDNESS INC | Columbia | H410 Medical Research | $36.6M | 14 |
| INTERNATIONAL TRAINING FUND | Annapolis | S99 Community Improvement & Capacity Building | $36.6M | 6 |
| JEWISH SOCIAL SERVICE AGENCY | Rockville | P200 Human Services | $36.6M | 8 |
| RICHCROFT INC | Hunt Valley | P730 Human Services | $36.5M | 6 |
| CHESAPEAKE BAY FOUNDATION INC | Annapolis | C320 Environment | $36.2M | 11 |
| INT'L ORTHODOX CHRISTIAN CHARITIES INC | Baltimore | Q330 International, Foreign Affairs & National Security | $36.2M | 8 |
| UNIVERSITY OF MARYLAND ORTHOPAEDIC ASSOCIATES PA | Baltimore | B40 Education | $36.1M | 9 |
| NATIONAL MARINE SANCTUARY FOUNDATION | Silver Spring | C113 Environment | $36M | 9 |
| LIFE & HEALTH INSURANCE GUARANTY CORPORATION | Aberdeen | — | $36M | 1 |
| AMERICAN UROLOGICAL ASSOCIATION EDUCATION AND RESEARCH INC | Linthicum Hts | H030 Medical Research | $35.9M | 26 |
| PUBLIC LIBRARY ASSOCIATION OF ANNAPOLIS AND A A CO INC | Annapolis | — | $35.9M | 7 |
| GENERAL GERMAN AGED PEOPLES HOME OF BALTIMORE | Towson | P750 Human Services | $35.3M | 8 |
| CAL RIPKEN SR FOUNDATION INC | Baltimore | B99 Education | $34.9M | 12 |
| SECOND CHANCE INC | Baltimore | J20 Employment | $34.8M | 3 |
| THE CHILDREN'S GUILD INC | Baltimore | P300 Human Services | $34.8M | 8 |
